About Discover Cuba

Why We Built Discover Cuba

Cuba is one of the most fascinating and misunderstood destinations in the Western Hemisphere. I built this site because most Cuba travel content is either outdated resort guides or political commentary — neither of which helps you plan an actual trip. I wanted to create the honest, practical, visually rich resource I wished existed when I first started exploring the island.

Scott · Founder · Travel Planner · Based in Southern California

I've been obsessed with travel planning for over two decades — 40+ countries and counting. Cuba caught my attention because it's genuinely unlike anywhere else. The classic cars, the architecture frozen in time, the live music on every corner, the warmth of the people despite decades of hardship. From my first visit in 2007, I was hooked — but planning that trip was a wall: most information online was either from the resort bubble or years out of date.

Cuba's dual currency system, the casa particular culture, the transportation quirks — these things change constantly, and generic travel blogs don't keep up. I wanted to build something that gives real, current, practical information alongside the beauty and culture that makes Cuba magnetic.

I'm not a travel blogger. I work in healthcare IT. But since my first visit in 2007, I've been turning Cuba trip planning into a science — spreadsheets, maps, budget trackers, the works. Discover Cuba combines that planning obsession with AI technology to help you build a trip that actually works, with real prices and honest recommendations.

Our Journey

How This Site Came to Be

2007
First Trip to Cuba

What was supposed to be a week in Havana turned into an island-wide exploration — Trinidad, Viñales, Cienfuegos. From my first visit in 2007, the reality was so different from expectations. The warmth of the people, the complexity of daily life, the music that never stops. Cuba demands to be understood, not just visited.

2020–24
Research & Return Trips

Multiple return visits, each one going deeper — Santiago de Cuba, Baracoa, Camagüey, the rural countryside. Building relationships with casa particular owners, learning the real transportation network, documenting prices and logistics that change with every season.

2025
Discover Cuba Launches

Years of notes, photos, and trip planning spreadsheets finally become a real travel resource — with an AI trip planner, honest pricing, and destination guides built from actual experience. Not recycled content. A guide for people who want to see the real Cuba.

Meet the Founder

The Person Behind the Pages

Scott
Scott
Founder · Writer · Trip Planner

Cigars and mojitos at the Hotel Nacional, classic cars at sunset, and the Cienfuegos Malecón at dusk.

Tech professional by day, travel planning obsessive the rest of the time. Based in Southern California. 40+ countries visited, but Cuba stands out as one of the most rewarding and challenging destinations. The dual currency, the casa particular system, the Viazul buses — Cuba rewards preparation. This site exists to give travelers the practical knowledge that generic guides miss.

40+
Countries traveled
10
Cuba destinations
Since 2007
Visiting Cuba
My Promise

What You'll Never Find Here

I built this site because I got tired of Cuba travel content that's secretly a press trip recap or a sponsored hotel review dressed up as honest advice. I don't want you to experience the same challenges I did — early on and even recently. Discover Cuba exists because I wanted the resource I wished I had back in 2007.

0
Sponsored posts
ever
0
Press trips or
free hotel stays
2007
First Cuba
visit
100%
Real prices in
CUP & USD
If I recommend it, I've been there. If I list a price, I've paid it. If I tell you to skip something, I've wasted my own money there first. This is a truthful, fact-based site — and I want you to feel like you've experienced it with me.
What I'm Building

More Than a Travel Blog

Discover Cuba isn't a collection of "Top 10" listicles. It's a living resource built on real travel experience and technology that actually helps you plan a better trip. Here's what makes it different:

  • 🎥 Video guides for select destinations — see the waterfalls, streets, and beaches before you book
  • 🤖 An AI trip planner that builds custom itineraries with real prices in CUP and USD
  • 💰 Every price listed in both CUP and USD, updated regularly based on what I actually pay
  • 👥 Content from real on-the-ground experience — not recycled resort reviews
🏝️
Destination Guides
Deep dives into each island — not surface-level overviews, but neighborhood-level detail with real logistics.
📹
Video Content
Real footage from Havana, Trinidad, Viñales, Santiago de Cuba, and more. See it before you go.
🗺️
AI Trip Planner
Describe your dream trip and get a custom day-by-day itinerary built on real, first-hand experience.
📧
Itinerary Downloads
PDF itineraries you can take offline — complete with maps, booking links, and practical tips for navigating Cuba.